MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 412795 | Name: Win 64821

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Win 64821 is a dimerized Trp-Phe condensate; a nonpeptide neurokinin antagonist; substance P antagonist.

Chemical Structure

Win 64821
Win 64821
CAS#150881-27-9

Theoretical Analysis

MedKoo Cat#: 412795

Name: Win 64821

CAS#: 150881-27-9

Chemical Formula: C40H36N6O4

Exact Mass: 664.2798

Molecular Weight: 664.77

Elemental Analysis: C, 72.27; H, 5.46; N, 12.64; O, 9.63

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Win 64821; Win-64821; Win64821
IUPAC/Chemical Name
(3S,3'S,5aR,5'aR,10bR,10'bR,11aS,11'aS)-3,3'-dibenzyl-2,2',3,3',5a,5'a,6,6',11,11a,11',11'a-dodecahydro-[10b,10'b-bipyrazino[1',2':1,5]pyrrolo[2,3-b]indole]-1,1',4,4'-tetraone
InChi Key
ZEANERNKMXBETI-BJHDJDSNSA-N
InChi Code
InChI=1S/C40H36N6O4/c47-33-31-21-39(25-15-7-9-17-27(25)43-37(39)45(31)35(49)29(41-33)19-23-11-3-1-4-12-23)40-22-32-34(48)42-30(20-24-13-5-2-6-14-24)36(50)46(32)38(40)44-28-18-10-8-16-26(28)40/h1-18,29-32,37-38,43-44H,19-22H2,(H,41,47)(H,42,48)/t29-,30-,31-,32-,37+,38+,39-,40-/m0/s1
SMILES Code
O=C1N[C@H](C(N2[C@H]1C[C@@]3([C@]45C[C@@H]6N(C([C@@H](NC6=O)Cc7ccccc7)=O)[C@H]4Nc8c5cccc8)[C@@H]2Nc9c3cccc9)=O)Cc%10ccccc%10
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 664.77 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Chen SK, Yang JS, Dai KL, Zhang FM, Zhang XM, Tu YQ. Exploration of a KI- catalyzed oxidation system for direct construction of bispyrrolidino[2,3-b]indolines and the total synthesis of (+)-WIN 64821. Chem Commun (Camb). 2020 Jan 4;56(1):121-124. doi: 10.1039/c9cc08646c. Epub 2019 Dec 3. PMID: 31793962. 2: Oleynek JJ, Sedlock DM, Barrow CJ, Appell KC, Casiano F, Haycock D, Ward SJ, Kaplita P, Gillum AM. WIN 64821, a novel neurokinin antagonist produced by an Aspergillus sp. II. Biological activity. J Antibiot (Tokyo). 1994 Apr;47(4):399-410. doi: 10.7164/antibiotics.47.399. PMID: 7515038. 3: Ishikawa H. [Total synthesis of biologically active alkaloids using bio- inspired indole oxidation]. Yakugaku Zasshi. 2015;135(3):383-90. Japanese. doi: 10.1248/yakushi.14-00240-2. PMID: 25759047. 4: Wada M, Suzuki H, Kato M, Oikawa H, Tsubouchi A, Oguri H. Stereodivergent Synthesis of Bispyrrolidinoindoline Alkaloidal Scaffolds and Generation of a Lead Candidate with Stereospecific Antiproliferative Activity. Chembiochem. 2019 May 15;20(10):1273-1281. doi: 10.1002/cbic.201800815. Epub 2019 Mar 28. PMID: 30638296. 5: Liang K, Deng X, Tong X, Li D, Ding M, Zhou A, Xia C. Copper-mediated dimerization to access 3a,3a'-bispyrrolidinoindoline: diastereoselective synthesis of (+)-WIN 64821 and (-)-ditryptophenaline. Org Lett. 2015 Jan 16;17(2):206-9. doi: 10.1021/ol5032365. Epub 2015 Jan 7. PMID: 25565384. 6: Pérez-Balado C, de Lera AR. Expedient total syntheses of WIN 64745 and WIN 64821. Org Lett. 2008 Sep 4;10(17):3701-4. doi: 10.1021/ol8013073. Epub 2008 Aug 5. PMID: 18680309. 7: Tadano S, Sugimachi Y, Sumimoto M, Tsukamoto S, Ishikawa H. Collective Synthesis and Biological Evaluation of Tryptophan-Based Dimeric Diketopiperazine Alkaloids. Chemistry. 2016 Jan 22;22(4):1277-91. doi: 10.1002/chem.201503417. Epub 2015 Nov 24. PMID: 26598794. 8: Wada M, Murata T, Oikawa H, Oguri H. Nickel-catalyzed dimerization of pyrrolidinoindoline scaffolds: systematic access to chimonanthines, folicanthines and (+)-WIN 64821. Org Biomol Chem. 2014 Jan 14;12(2):298-306. doi: 10.1039/c3ob41918e. PMID: 24217772. 9: Sedlock DM, Barrow CJ, Brownell JE, Hong A, Gillum AM, Houck DR. WIN 64821, a novel neurokinin antagonist produced by an Aspergillus sp. I. Fermentation and isolation. J Antibiot (Tokyo). 1994 Apr;47(4):391-8. doi: 10.7164/antibiotics.47.391. PMID: 7515037. 10: Xu J, Hu Q, Ding W, Wang P, Di Y. New asymmetrical bispyrrolidinoindoline diketopiperazines from the marine fungus Aspergillus sp. DX4H. Nat Prod Res. 2018 Apr;32(7):815-820. doi: 10.1080/14786419.2017.1363752. Epub 2017 Aug 8. PMID: 28786310.

View History

Buthiopurine

Buthiopurine